52431-73-9

Basic information

• Product Name: 1,3,5-TRIHYDROXYANTHRAQUINONE
• Synonyms: 1,3,5-TRIHYDROXYANTHRAQUINONE
• CAS NO: 52431-73-9
• Molecular Formula: C14H8O5
• Molecular Weight: 256.21032
• Mol File: 52431-73-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 314-315 °C
• Boiling Point: 553.7±19.0 °C(Predicted)
• Appearance: /
• Density: 1.659±0.06 g/cm3(Predicted)
• PKA: 6.42±0.20(Predicted)
• CAS DataBase Reference: 1,3,5-TRIHYDROXYANTHRAQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-TRIHYDROXYANTHRAQUINONE(52431-73-9)
• EPA Substance Registry System: 1,3,5-TRIHYDROXYANTHRAQUINONE(52431-73-9)

Safety Data

• Hazardous Substances Data: 52431-73-9(Hazardous Substances Data)

Usage

Natural occurrence

Found in the roots of plants belonging to the genus Rubia

Common use

As a dye, producing red and purple colors

Known as

An anthraquinone dye

Additional properties

Antioxidant

Therapeutic potential

Studied for anti-cancer and anti-inflammatory effects

Investigated for

Potential as a photoactive material for use in photodynamic therapy

Applications

Diverse applications in various fields of science and industry

Health benefits

Potential health benefits due to its antioxidant and therapeutic properties

Upstream product

• 52431-67-1 1,3,5-trimethoxyanthraquinone 
• 68844-81-5 1,3,5-trichloro-anthraquinone 
• 37418-88-5 3-hydroxyphthalic anhydride 
• 108-46-3 recorcinol 
• 81114-98-9 Chan's diene 
• 69008-03-3 2-bromo-5-hydroxy-[1,4]naphthoquinone 
• 52431-66-0 5-hydroxy-1,3-dimethoxy-9,10-anthraquinone 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 99-06-9 3-Carboxyphenol 

Relevant articles and documents

Synthesis and activity of substituted anthraquinones against a human filarial parasite, Brugia malayi

Lymphatic filariasis (elephantiasis) is a global public health problem caused by the parasitic nematodes Wuchereria bancrofti and Brugia malayi. We have previously reported anthraquinones from daylily roots with potent activity against pathogenic trematode Schistosoma mansoni. Here we report the synthesis of novel anthraquinones A-S and their antifilrarial activity. Anthraquinones A-S were synthesized by a single-step Friedel-Crafts acylation reaction between phthalic anhydrides and substituted benzenes. The antifilarial properties of these synthetic anthraquinones were tested against microfilaria as well as adult male and female worms of B. malayi. The most active anthraquinone was K, which showed 100% mortality within 1, 5, and 3 days, respectively, against microfilaria and adult male and female worms at 5 ppm concentration. Albendazole, an oral drug currently used to treat parasitic infections, was used as a positive control. Methylated products of anthraquinones did not affect the microfilaria. Histological examination of treated adult female parasites showed most of the anthraquinones caused marked effects on intrauterine embryos.

The Formal Oxidative Addition of Electron-Rich Transoid Dienes to Bromonaphthoquinones

This work established the idea that a halogen atom, such as bromine, will act as a control element in the regiospecific formation of a new carbon-carbon bond.The addition of the electron-rich end of a transoid diene to a bromojuglone dervative occurred exclusively at the unsubstituted carbon of the quinone.Thus, 2,2-dimethyl-4-methoxy-6-methylene-1,3-dioxa-2-sila-4-cyclohexene (3) and either 2- or 3-bromo-5-hydroxy-1,4-naphthoquinone (1 or 2) afforded the adducts 19 or 20 in 57percent or 71percent yield.Similarly, 2,2-dimethyl-6-methylene-4-(trimethylsiloxy)-1,3-diox-4-ene (4) and 1 gave 21 in 77percent yield.